Posts Tagged ‘handjob’

My pretty neighbor who always wears a dress with high heels, let me strip nude and masturbate in front of her. She told her girlfriends what I did. Then she and her girl friends watched me masturbate. They sat in front of me and watched me jerk off and cum. They liked it. I loved having them talk about me and laugh at me as they watched me beating off, so I jerked off in front of them three times. Each time I came real hard. They stared at my dick and laughed at me as they watched me cum and it felt great. They were all gorgeous brunettes. I loved it! 🙂

A few years ago my husband was away from Anchorage, Alaska to Washington for work. I was left home alone to look after the house. I had a young guy (20-22) from work, who used to have breaks with me. I thought he just saw me as mother type figure to hang out with. I was 40 at the time, about 5 feet 8 inch, with blonde hair and blue eyes, a good set of breasts and a lovely ass with long legs. After a while I noticed he was staring at me thinking I wouldn’t notice. I was complimented by the fact that a younger guy found me attractive and was staring at me. I didn’t think much of it and let it go.

One day at lunch break, he suddenly started talking how he finds older women sexy and that he would love to sleep with one if he had the chance. That talk got me thinking how to approach it. After about a week and half of this, I parted my legs slightly and smiled at him, he looked around and slid a finger into my wetness and pulled it out and licked his finger. He stood up quickly and I noticed the large bulge in his jeans. I traced my finger over the shape of his cock and he pushed forward. I undid his jeans and slid them down enough for me to see what a beautiful thick rod he had, I looked up at him and then lowered my mouth over his cock and sucked him hard all the way down his shaft several times. He stiffened and I held his cock at the base tight to stop the flow of juices. I pulled him out of my mouth and zipped him up and smiled and went back to work. Before that I told him I will give him a ride after work today. Couldn’t wait after that.

As I pulled out of the parking lot, he reached up my dress and slid his finger into me as I drove the longest way possible to his home. After a while I pulled off to an area where the trees shielded any immediate onlookers. He undid his jeans and pulled out his cock and smiled at me, I smiled back and went down on him in a kneeling position, started to give him a blowjob. After several minutes of blowjob and handjob, I mounted him and let his young hard cock slide into me, I felt him jerk in me, I slowed down and rode him for awhile, letting him suck on my hard nipples. After a while, I don’t remember how, but I reached orgasm, which in turn set his rocket off and I could feel his cum shooting into me. We held the position for a minute or two. Then I took him home. That was the first taste of a young guy and I have decided to lead a secret cougar life ever since. I have managed to find younger guys on Ashley Madison in Alaska every time my husband would go out of town. It’s been a wild ride.

I work in this “lingerie store” as a “lingerie model”; really it is the type of place that sells sex toys and sexy things, as well as lingerie of course. However, the main focus is the models. Gentlemen, if you wish to call them that, can come in and choose a model for a private session.

They are never supposed to have sexual encounters or touch the models, but they do jerk off while watching each piece modeled. I never really watch the guys when they jerk off as it is just a job and I get tipped well.

One day things changed a little bit when this man came in and pulled his penis out. I couldn’t help but watch as he stroked it, and the reason for this is that it was huge! I was getting really horny watching him and I had to hold myself back from breaking the law.

The only other time I wanted to do anything wrong, and did was when I gave my boss a blowjob. While it felt dirty and it turned me on, this was different. I wanted to fuck. I wanted to walk right over to this guy, pull my panties off and sit on that big cock, but I held myself back.

When I went in the back room, after all the other models had left, as it was my night to lock up, I started looking at the sex toys. I thought about the time I gave my boss a blowjob and remembered how small his penis had been in comparison. I wanted to feel a big cock for once in my life and see why everyone made such a big deal over it.

They sell a product called realistic cock and it comes in different sizes. I had never had a big cock before and had only seen them in moves. I pulled the 12 inch toy off the wall and brought it to the bathroom. I stuck it to the wall with the little suction cup that is attached to the back of it and I pulled my panties down.

I knew that was going to be hard to get into me so I put a lot of lube on my pussy. I slowly got down on my hands and knees and back into that gigantic toy cock until it was buried deep inside of me. I never came so hard in my life. Now I know why they say size matters!

One night when my boyfriend was tripping on mushrooms, we were sitting around listening to music and doing a lot of nothing. Well, actually, I was bored out of my mind, but he seemed perfectly content. After watching him laugh, stare and get stuck in numerous trances from the music of course, I decided to go in the bathroom and curl my hair, or do something girly, maybe give myself a pedicure. I went in and got out my little box of goodies and started brushing my hair and looking in the mirror, pondering what I felt like doing.

Now, I must give you a picture of the way our bathroom is designed in order for you to see the comedy in my bathroom sex story. First, there is no bathroom door, just a curtain we hang in the doorway, and secondly, the bathroom light switch is on the outside wall, not in the bathroom. So, anyway, one minute I am minding my own business and the next minute I am standing in total darkness!

My boyfriend had switched the light off from the outside! I yelled out, “Hey stop playing, turn the light back on!” Next thing I know he is walking into the bathroom carrying what looked like a glowing spiral fluorescent light bulb. I could see nothing but that stupid light bulb so I asked “What are you doing?” However, before the words actually came out of my mouth I realized what I was looking at.

That was no light bulb! It was his erect penis dressed in a glow-in-the-dark condom! I gasped and then started laughing and said “You are so silly!” We both laughed for a minute and then the next thing you know we were naked on the bathroom floor! I must admit the bathroom sex was surprisingly good and the laugh I got out of realizing I was staring and my boyfriends glowing penis was pretty priceless, an event I will not forget anytime soon!

My Secret is that when I used to babysit, kids would trick me into giving them handjobs and blowjobs. I would go and join the kids in the shower to wash them up. It was innocent enough, kept my clothes dry, and I got clean myself. It was just me, a sweet little 13 year old blonde babysitter in the shower washing 11 years old boys … Until the word got to those horny 13 and older boys 😉 They would come over to the house I was babysitting. They would “trick” me into giving them handjobs, I would teach them how to make out, and in return they would let me practice giving blowjobs on them. I remember one boy used to bring his friend over and they used to take turns on me 😉 I don’t regret it and I wish I could still have that kind of forbidden fun.